Middlebury, IN Homes

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  /25

  $315,000 Sold Sep 05, 2025

  • 1,675 Sq Ft
  • $188/SF
  • 26 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2004

  209 River Park Dr, Middlebury, IN 46540

  Maintenance free living in Middlebury! Well maintained one owner condo in the Villas of River Park right near downtown. Spacious 2 bed/2 bath plus office with beautiful french doors. Boasts cathedral ceilings in the living room, master en-suite complete with tray ceiling, large walk in closet, and twin vanity in the bath. Sit out on the large open deck and enjoy the peacefulness of the wooded

  Blake Sandberg Century 21 Circle

  209 River Park Dr, Middlebury, IN 46540
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  /26

  Est $234,848 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  208 W Berry St, Middlebury, IN 46540

  208 W Berry St, Middlebury, IN 46540
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  /36

  $1,970,000

  • 5 Beds
  • 9 Baths
  • 8,414 Sq Ft

  622 Bristol Ave, Middlebury, IN 46540

  Open House Scheduled for August 23 1-3pm! A stone bridge and layered landscaping set the tone for this private 5.8-acre estate near downtown Middlebury. Inside, the home has been modernized—redesigned and furnished for a part-time retreat, though fully equipped for year-round living. Vaulted ceilings, high windows, and lit beams draw light into the open-concept living area and kitchen, where

  Jesse Riegsecker Bright Star Real Estate Services LLC

  622 Bristol Ave, Middlebury, IN 46540
• 

  

  

  /24

  $264,900 Sold Sep 03, 2025

  • 2,557 Sq Ft
  • $104/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  510 Redbud Ln, Middlebury, IN 46540

  This 3-bedroom, 2-bath home offers exceptional potential on nearly half an acre in Middlebury School System. The living room features warm bamboo flooring, while the spacious kitchen includes a generous 5x8 pantry—ideal for storage and functionality. An oversized laundry and mudroom provide added convenience for daily living. The finished basement expands the living space with two additional

  Allison Miller Century 21 Circle

  510 Redbud Ln, Middlebury, IN 46540
• 

  

  

  /19

  Est $483,241 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,013 Sq Ft

  57958 County Road 35, Middlebury, IN 46540

  57958 County Road 35, Middlebury, IN 46540
• 

  

  /36

  $339,900

  • 5 Beds
  • 3 Baths
  • 2,619 Sq Ft

  1004 Hidden Meadow Ln, Middlebury, IN 46540

  Welcome to your dream home! Nestled in the desirable Spring Valley Subdivision, this spacious 5 bedroom, 3 bath gem offers the perfect blend of comfort, function, and charm. Enjoy the convenience of a main floor laundry, an updated kitchen featuring new butcher block countertops, stylish backsplash tile, and a cozy eat-in area. The main level features, three spacious bedrooms, including a primary

  Jill Scheibelhut McKinnies Realty, LLC

  1004 Hidden Meadow Ln, Middlebury, IN 46540
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  /25

  $290,500 Sold Aug 29, 2025

  • 2,419 Sq Ft
  • $120/SF
  • 16 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1983

  513 Sunset Ln, Middlebury, IN 46540

  Fantastic Duplex Opportunity in Middlebury! Unit 1 features 2 bedrooms, 2 full baths, a finished basement, a screened porch for relaxing evenings, and a 1-stall garage. Unit 2 offers 2 bedrooms, 1 full bath, and its own 1-stall garage. Both units include gas forced air heating and central A/C for year-round comfort. Current rents are $925 and $800/month, with tenants renting month-to-month,

  Allison Miller Century 21 Circle

  513 Sunset Ln, Middlebury, IN 46540
• 

  

  /23

  Est $269,895 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,624 Sq Ft

  54616 County Road 8, Middlebury, IN 46540

  54616 County Road 8, Middlebury, IN 46540
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  /36

  $799,500

  • 4 Beds
  • 3 Baths
  • 2,856 Sq Ft

  56085 Cr 33, Middlebury, IN 46540

  Stunning 5-Acre Estate with Pond, Pool, and Oversized Heated Workshop – A Dream Hobbyist’s Shop & now available for the 1st time below $800K! Welcome to your private slice of paradise, nestled on 5 beautifully maintained acres with abundant wildlife including deer, hawks, ducks, turkeys, and more. The serene backdrop includes a peaceful stream at the rear of the property, a fully stocked

  Daryle Lambright RE/MAX Results

  56085 Cr 33, Middlebury, IN 46540
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  /21

  $247,000 Sold Aug 25, 2025

  • 1,456 Sq Ft
  • $170/SF
  • 30 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2004

  511 Morningstar Ct, Middlebury, IN 46540

  4 Bed 2 Bath home located on a cul-de-sac in Middlebury Schools, 2 car attached garage, freshly painted, updated flooring. Easy access to the school campus being almost directly across the main road. Property is partially broker owned.

  Andrew Myers Myers Trust Real Estate

  511 Morningstar Ct, Middlebury, IN 46540
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  /36

  Est $595,702 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,498 Sq Ft

  60971 County Road 37, Middlebury, IN 46540

  60971 County Road 37, Middlebury, IN 46540
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  /7

  $64,900

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  10039 County Road 4 Unit 25, Middlebury, IN 46540

  Discover the perfect blend of comfort, style, and value with this brand-new 2 bedroom, 2 bathroom home in Tall Oaks Manufactured Home Community. Priced to sell at $64,900, this modern home offers instant equity and is an excellent opportunity for first-time buyers or those looking to downsize. Step inside to find an open-concept layout with a stunning kitchen featuring premium

  Frank Sheppard Thrive Communities, LLC

  10039 County Road 4 Unit 25, Middlebury, IN 46540
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  /28

  $590,000 Sold Aug 22, 2025

  • 3,923 Sq Ft
  • $150/SF
  • 332 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2005

  11334 Fishers Pond, Middlebury, IN 46540

  Price Improved! Check out this amazing 5 bedroom 3.5 bath home located in the highly desirable The Farm subdivision just on the outskirts of Middlebury. With this home originally built as a parade home and with some recent updating, there are many custom features that you will appreciate. This home boasts a large open main level with a huge master suite with its own private sitting room with a

  Jesse Riegsecker Bright Star Real Estate Services LLC

  11334 Fishers Pond, Middlebury, IN 46540
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  /27

  Est $307,947 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,761 Sq Ft

  124 River Park Dr, Middlebury, IN 46540

  124 River Park Dr, Middlebury, IN 46540
• 

  

  /23

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  51561 E County Line Rd, Middlebury, IN 46540

  Looking for a new construction with an incredible view? Look no further! This 3 bedroom, 2 bath home sits across the road from Stone Lake. The public access and boat ramp are close by. Featuring over 1,700 square feet, you'll find details that are hard to come by in new construction - upgraded cabinetry with soft close drawers and doors, on demand hot water system, 2 x 6 construction and Leaf

  Jami Stamm Coldwell Banker Real Estate Group

  51561 E County Line Rd, Middlebury, IN 46540
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  /35

  $410,000 Sold Aug 19, 2025

  • 3,352 Sq Ft
  • $122/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1991

  130 Krider Dr, Middlebury, IN 46540

  Beautifully Updated Poolside Paradise in Middlebury Schools! This stunning 4-bedroom, 2.5-bath home offers over 3,300 sq ft of impeccably finished living space in Highland Park neighborhood close to town, parks, shopping, restaurants, and the Pumpkinvine Nature Trail. This home has wonderful curb appeal from the mature trees to manicured landscaped yard to the wrap around front porch, perfect for

  Allison Miller Century 21 Circle

  130 Krider Dr, Middlebury, IN 46540
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  /13

  Est $161,265 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 608 Sq Ft

  11870 W 710 N, Middlebury, IN 46540

  11870 W 710 N, Middlebury, IN 46540
• 

  

  /34

  $345,000

  • 3 Beds
  • 2.5 Baths
  • 1,550 Sq Ft

  54795 Winding River Dr, Middlebury, IN 46540

  Step into modern elegance with this stunning 2-story home in the highly sought-after Winding River subdivision in Middlebury, built in 2022 and located within the top-rated Middlebury School District. Offering 2,100 sq. ft. of thoughtfully designed living space, this home features 3 spacious bedrooms, 2.5 bathrooms, and a seamless open-concept layout perfect for everyday living and entertaining.

  Natashia Bontrager McKinnies Realty, LLC

  54795 Winding River Dr, Middlebury, IN 46540
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  /30

  $315,000 Sold Aug 18, 2025

  • 3,165 Sq Ft
  • $100/SF
  • 97 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1980

  400 Skyview Dr, Middlebury, IN 46540

  Situated in popular Middlebury School System! This home showcases stunning real hardwood flooring throughout the majority of the space. The chef's kitchen is a standout feature, equipped with high-quality newer stainless steel appliances (less than 1 year old) and solid surface countertops, including an oversized island. There is an abundance of cabinetry and counter space, making it perfect for

  Jennea Schirr McKinnies Realty, LLC Elkhart

  400 Skyview Dr, Middlebury, IN 46540
• 

  

  /29

  Est $243,392 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft

  11855 W 710 N, Middlebury, IN 46540

  11855 W 710 N, Middlebury, IN 46540
• 

  

  /34

  $974,900

  • 5 Beds
  • 3.5 Baths
  • 4,326 Sq Ft

  11306 Fishers Pond, Middlebury, IN 46540

  This stunning home is truly inspired by The Farm as this farm-style gem is straight from a magazine. The large front porch with swing welcomes you into a grand foyer awaiting the open concept custom kitchen featuring quartz counters, with waterfront views to the POND. The Living Room features a gas fireplace and off the kitchen/living is the 3 seasons room also featuring the waterfront views,

  Toni Bontrager Berkshire Hathaway HomeServices Elkhart

  11306 Fishers Pond, Middlebury, IN 46540
• 

  

  /36

  $626,700 Sold Aug 12, 2025

  • 4,239 Sq Ft
  • $148/SF
  • 35 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2002

  13562 Shavano Peak Dr, Middlebury, IN 46540

  Located in The Summit, one of Middlebury's most prestigious communities, this 5-bedroom, 3.5-bath home sits on a beautifully landscaped 1+ acre lot. Nearly every detail is custom, from the cabinetry to the stone countertops. The main level includes a spacious primary suite, laundry, home office, and a dual-sided gas fireplace connecting the living and hearth rooms. Enjoy year-round views from the

  Nicolas Wyse RE/MAX Results

  13562 Shavano Peak Dr, Middlebury, IN 46540
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  /32

  Est $207,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  11945 W 710 N, Middlebury, IN 46540

  11945 W 710 N, Middlebury, IN 46540
• 

  

  /32

  $289,900

  • 3 Beds
  • 1.5 Baths
  • 2,252 Sq Ft

  608 Fieldstone Ln, Middlebury, IN 46540

  Adorable Ranch located in Northridge School District- situated on a cul-de-sac--This home welcomes you with a covered front porch and offers 3 bedrooms, 1 1/2 baths, 2 car attached garage, large eat-in kitchen with patio doors that lead to the deck and fenced back yard for entertaining. The lower level family room offers plenty of space for gatherings, and large laundry room.

  Toni Bontrager Berkshire Hathaway HomeServices Elkhart

  608 Fieldstone Ln, Middlebury, IN 46540
• 

  

  /29

  $465,000 Sold Aug 06, 2025

  • 3,384 Sq Ft
  • $137/SF
  • 28 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2006

  14661 Farm House Dr, Middlebury, IN 46540

  **EXCEPTIONAL 5-Bedroom Home with 3.5 Baths in Farmington Subdivision—Award-Winning Middlebury Schools!** This is the dream home you’ve been searching for! Prepare to be captivated by this stunning, custom-built residence that perfectly blends a charming country ambiance with the convenience of suburban living. The heart of this home is its gorgeous eat-in kitchen, featuring elegant maple

  Scott Yoder Coldwell Banker Real Estate Group

  14661 Farm House Dr, Middlebury, IN 46540
• 

  

  /36

  Est $349,764 Not Listed For Sale

  • 6 Beds
  • 2.5 Baths
  • 2,565 Sq Ft

  7535 N 1200 W, Middlebury, IN 46540

  7535 N 1200 W, Middlebury, IN 46540
• 

  

  /33

  $343,900

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft

  12454 Stoney Dr, Middlebury, IN 46540

  What an excellent opportunity! This home is nestled in a serene rural Subdivision within the Middlebury school district on a large spacious lot! The main floor offers 3 bedroom, 2 bathrooms, while the lower level features kitchen, bedroom, full bathroom,small office,and expansive family room complete with projector for your movie nights!

  Mike Parson Hallmark Excellence Realty

  12454 Stoney Dr, Middlebury, IN 46540
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  /36

  $850,000 Sold Aug 04, 2025

  • 5,152 Sq Ft
  • $165/SF
  • 54 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2014

  11592 Maple Ridge Dr, Middlebury, IN 46540

  Spacious One-Owner Home on 3.31 Acres on Quiet Cul-de-Sac. Quality-built and energy-efficient, this custom home offers over 5,000 finished square feet with an open yet cozy layout. Features include 17’ ceilings in the living room, knotty alder kitchen cabinets, quartz countertops, and expansive windows with picturesque country views. The lower-level guest suite includes a private walk-out

  Steve Miller RE/MAX Results

  11592 Maple Ridge Dr, Middlebury, IN 46540
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  /36

  Est $432,472 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,318 Sq Ft

  60375 State Road 13, Middlebury, IN 46540

  60375 State Road 13, Middlebury, IN 46540
• 

  

  /3

  $689,760

  • 3 Beds
  • 3 Baths
  • 2,569 Sq Ft

  13909 Shavano Peak Dr, Middlebury, IN 46540

  Stunning ... New Construction! The property is still in the early stages, giving you the perfect chance to customize details to match your personal style. Enjoy the airy feel of the magnificent vaulted ceilings in the great room and kitchen, making gatherings a delight. Stunning quartz countertops that blend beauty and functionality throughout the home. Picture yourself cozying up by the gas

  Jennea Schirr McKinnies Realty, LLC Elkhart

  13909 Shavano Peak Dr, Middlebury, IN 46540
• 

  

  /10

  $350,000 Sold Aug 01, 2025

  • 2,652 Sq Ft
  • $132/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1997

  1014 Hidden Meadow Ln, Middlebury, IN 46540

  Don't miss this wonderful opportunity to own a beautiful, updated home in a fantastic location minutes from Middlebury Community School's main campus. With new furnace/ac and roof you will enjoy maintenance free living for years! In the entryway you'll see the stunning living room with vaulted ceilings, custom fireplace and hearth to decorate for every season. The kitchen has island seating as

  Kristin Bales Listing Leaders, NCI-Plymouth

  1014 Hidden Meadow Ln, Middlebury, IN 46540
• 

  

  /13

  Est $197,869 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 987 Sq Ft

  12294 County Road 24, Middlebury, IN 46540

  12294 County Road 24, Middlebury, IN 46540
• 

  /2

  $45,000

  • Land
  • 0.59 Acre
  • $76,271 per Acre

  0 Brittany Ct Unit 202535246, Middlebury, IN 46540

  Discover the perfect canvas for your dream home in one of Middlebury’s most desirable neighborhoods. This exceptional vacant lot offers a rare opportunity to build exactly what you envision, surrounded by established homes and a welcoming community atmosphere.

  Michele Burkheimer Century 21 Circle

  0 Brittany Ct Unit 202535246, Middlebury, IN 46540
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  /36

  $375,000 Sold Jul 31, 2025

  • 2,768 Sq Ft
  • $135/SF
  • 7 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1997

  13043 County Road 14, Middlebury, IN 46540

  Enjoy the charm of rural living just minutes from downtown Middlebury in this nicely updated 5-bedroom, 3-bath home on 1.5 peaceful acres. Featuring a fully finished basement and spacious layout, this home offers the flexibility and room you’ve been looking for. The kitchen boasts modern updates, and both levels offer full laundry hookups for added convenience. The oversized garage provides

  Nicolas Wyse RE/MAX Results

  13043 County Road 14, Middlebury, IN 46540
• 

  

  /28

  Est $296,550 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,504 Sq Ft

  59466 State Road 13, Middlebury, IN 46540

  59466 State Road 13, Middlebury, IN 46540
• 

  /2

  $45,000

  • Land
  • 0.69 Acre
  • $65,217 per Acre

  0 Brittany Ct Unit 202535245, Middlebury, IN 46540

  Discover the perfect canvas for your dream home in one of Middlebury’s most desirable neighborhoods. This exceptional vacant lot offers a rare opportunity to build exactly what you envision, surrounded by established homes and a welcoming community atmosphere.

  Michele Burkheimer Century 21 Circle

  0 Brittany Ct Unit 202535245, Middlebury, IN 46540
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  /36

  $640,000 Sold Jul 30, 2025

  • 4,204 Sq Ft
  • $152/SF
  • 7 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2004

  55623 Little Creek Ln, Middlebury, IN 46540

  Immaculate 5-Bedroom Walkout Ranch on 3 Private Acres – Fully Renovated Inside and Out. Tucked away on a serene 3-acre parcel, this beautifully updated 5-bedroom, 3-bath walkout ranch offers the perfect blend of modern upgrades and peaceful country living. Every inch of this home has been thoughtfully refreshed with high-end finishes, creating a move-in-ready oasis with style and function. Step

  Chantel Boone RE/MAX Results

  55623 Little Creek Ln, Middlebury, IN 46540
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  /35

  Est $368,524 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,674 Sq Ft

  11665 County Road 24, Middlebury, IN 46540

  11665 County Road 24, Middlebury, IN 46540
• 

  /2

  $90,000

  • Land
  • 4.12 Acres
  • $21,866 per Acre

  53982 Midnight Star, Middlebury, IN 46540

  Private, secluded, wooded. Borders Morning Star Nature Preserve.

  David Singell Myers Trust Real Estate

  53982 Midnight Star, Middlebury, IN 46540
• 

  

  /36

  $440,000 Sold Jul 29, 2025

  • 2,240 Sq Ft
  • $196/SF
  • 2 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1958

  106 Powell Dr, Middlebury, IN 46540

  Welcome to 106 Powell Drive—where scenic river views and everyday convenience meet! This beautifully remodeled 4-bedroom, 3-bathroom home offers a rare opportunity to live on the river in the heart of Middlebury, just down the sidewalk from the beloved Pumpkinvine Nature Trail. Step inside to discover engineered hardwood flooring across most of the main level, complemented by high-quality vinyl

  Nicolas Wyse RE/MAX Results

  106 Powell Dr, Middlebury, IN 46540

Showing Results 41 - 80, Page 2 of 18